$125+ Cheap flights from Midway (MDW) to Pittsburgh (PIT)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PIT
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Pittsburgh with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Pittsburgh
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Cheapest flights from Midway to PittsburghExplore the most affordable flight options available from Midway to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
Explore the most affordable flight options available from Midway to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
This Frontier deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/178:07 pm -
1 stop12h 28m
Thu 12/2410:30 am -
1 stop9h 32m
Deal found 9/20![Frontier logo]()
$268
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 am -
Nonstop1h 20m
Mon 10/197:45 pm -
Nonstop1h 30m
Deal found 9/22![Southwest logo]()
$277
This Frontier deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/218:07 pm -
1 stop12h 28m
Thu 12/2410:30 am -
1 stop9h 32m
Deal found 9/20![Frontier logo]()
$283
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:10 pm -
Nonstop1h 25m
Mon 10/194:20 pm -
2 stops8h 35m
Deal found 9/19![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1010:34 am -
1 stop4h 28m
Thu 11/126:10 am -
1 stop4h 36m
Deal found 9/20![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:05 am -
1 stop5h 45m
Fri 11/137:55 pm -
Nonstop1h 30m
Deal found 9/22![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:00 am -
1 stop5h 45m
Tue 10/275:40 am -
2 stops6h 15m
Deal found 9/22![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:35 am -
2 stops7h 30m
Sat 11/75:45 am -
2 stops12h 40m
Deal found 9/19![Southwest logo]()
$313
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:20 pm -
2 stops6h 15m
Mon 11/24:55 pm -
2 stops8h 10m
Deal found 9/21![Southwest logo]()
$317
Best flights from Midway to PittsburghDiscover carefully curated flight deals from Midway to Pittsburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from Midway to Pittsburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 pm -
Nonstop1h 25m
Mon 10/198:55 pm -
1 stop4h 00m
Deal found 9/22![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:12 am -
1 stop5h 05m
Sun 11/86:00 am -
1 stop4h 32m
Deal found 9/19![Delta logo]()
$366
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:45 pm -
Nonstop1h 25m
Mon 10/266:00 pm -
1 stop5h 00m
Deal found 9/19![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:15 am -
Nonstop1h 25m
Wed 11/1812:20 pm -
2 stops8h 25m
Deal found 9/22![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:05 am -
1 stop5h 45m
Fri 11/137:55 pm -
Nonstop1h 30m
Deal found 9/22![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:44 pm -
1 stop4h 15m
Sun 10/256:00 am -
1 stop4h 32m
Deal found 9/19![Delta logo]()
$376
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:45 am -
2 stops8h 45m
Mon 10/194:20 pm -
2 stops8h 35m
Deal found 9/18![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:50 pm -
Nonstop1h 30m
Mon 11/166:30 pm -
1 stop4h 05m
Deal found 9/20![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/78:20 am -
Nonstop1h 30m
Sun 1/105:40 am -
2 stops8h 25m
Deal found 9/18![Southwest logo]()
$361
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:45 pm -
1 stop5h 20m
Sun 10/256:35 pm -
2 stops6h 35m
Deal found 9/22![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates ” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:15 am -
2 stops10h 05m
Sat 10/245:20 pm -
Nonstop1h 30m
Deal found 9/20![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:45 am -
Nonstop1h 20m
Sun 10/185:45 pm -
1 stop6h 55m
Deal found 9/22![Southwest logo]()
$393
Last-minute flights from Midway to PittsburghDiscover last-minute flight deals from Midway to Pittsburgh. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Pittsburgh. Data last updated September 22, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 am -
Nonstop1h 20m
Mon 10/197:45 pm -
Nonstop1h 30m
Deal found 9/22![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:10 pm -
Nonstop1h 25m
Mon 10/194:20 pm -
2 stops8h 35m
Deal found 9/19![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:55 pm -
Nonstop1h 25m
Sun 10/258:40 am -
Nonstop1h 30m
Deal found 9/18![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:45 am -
Nonstop1h 20m
Tue 10/274:40 pm -
1 stop5h 45m
Deal found 9/22![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:20 pm -
2 stops6h 15m
Mon 11/24:55 pm -
2 stops8h 10m
Deal found 9/21![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:35 am -
2 stops7h 30m
Sat 11/75:45 am -
2 stops12h 40m
Deal found 9/19![Southwest logo]()
$313
One-way flights from Midway to PittsburghSearch for one-way flight options from Midway to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Midway to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This Frontier deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/248:07 pm -
1 stop12h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/218:07 pm -
1 stop12h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:55 pm -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Southwest logo]()
$139
This Frontier deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/178:07 pm -
1 stop12h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$145
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/209:29 am -
1 stop4h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Delta logo]()
$149
This CheapOair deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:42 pm -
1 stop20h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$150
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:00 am -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$159
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2211:05 am -
2 stops7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:21 am -
2 stops38h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:42 pm -
2 stops21h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$180
Find flight deals from Midway to Pittsburgh
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Pittsburgh (PIT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $268 (Frontier) |
One-way from | $125 (Frontier) |
Popular in | February |
Cheapest in | September |
Average price | $261 |
Good round-trip deal | $349 or less |
Good one-way deal | $224 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Pittsburgh that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 22, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Pittsburgh that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Sat 10/24
8:05 am-10:25 am
Nonstop1h 20m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Wed 10/21
5:55 pm-8:20 pm
Nonstop1h 25m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Wed 10/21
9:29 am-3:18 pm
1 stop4h 49m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Tue 12/22
4:20 pm-10:30 pm
1 stop5h 10m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Thu 12/17
12:45 pm-7:35 pm
2 stops5h 50m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Sat 1/16
6:35 am-3:25 pm
2 stops7h 50m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Thu 11/19
11:30 am-9:05 pm
2 stops8h 35m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Sat 10/10
11:25 am-9:45 pm
2 stops9h 20m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Sun 11/22
9:30 am-3:09 pm
1 stop4h 39m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$218
ChicagoPittsburgh
MDW Chicago Midway - PIT Pittsburgh
MDWPIT
Chicago Midway
Sat 3/20
7:40 am-10:05 am
Nonstop1h 25m
Pittsburgh
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$227
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Midway to Pittsburgh
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Pittsburgh in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Pittsburgh flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Pittsburgh flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Pittsburgh flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Pittsburgh flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Pittsburgh flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Pittsburgh
Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Midway with our price prediction graph.
MDW-PIT
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Pittsburgh
Prices
Delays
How often are flights from Chicago to Pittsburgh delayed?
About 15% of weekly flights between Chicago and Pittsburgh have experienced delays in the past year, with the average delay time being 101 minutes.
What is the most punctual flight time for Chicago to Pittsburgh flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Friday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Pittsburgh flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 14% of flights being delayed.
The best insider tips for Chicago Midway Airport to Pittsburgh flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Pittsburgh trip
Our travel experts
Reviews of airlines servicing Pittsburgh
Get insights into the airlines that provide service to Pittsburgh. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pittsburgh. Reviews last updated September 22, 2026.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to Pittsburgh. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Pittsburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Pittsburgh?
Book flights to Pittsburgh if you plan to visit one of these locationsMonroeville
Washington
Chester
Mars
Wexford
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Midway and Pittsburgh flights
Browse other Midway and Pittsburgh flight options. Last updated on September 22, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on September 22, 2026.
Other flights to Pittsburgh
Explore flights to Pittsburgh departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to Pittsburgh
Discover the top airline that operate flights from Midway to Pittsburgh. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$137 | Average$343 | FlexibilityNo cancel fee | On-time63% |